Holiday rentals in Springfield

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Top-rated holiday rentals in Springfield

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Springfield

4.9 out of 5 average rating, 221 reviews

Farm Barn apt. 3 bedr, 2 bath, fiberoptic internet

Getaway for families, couples or groups. Apt. in our Barn. High speed internet, so ideal for "work from home". Full kitchen with oven, microwave, dishwasher, big fridge , 3 bedrooms, 2 baths, Dining/Living room with TV ( Antenna, no cable, Roku: bring your passwords for Netflix..) Fields, forest, hill and river on our property. We allow one friendly dog at a time but it is not allowed to stay in the apt. by itself (daycare in Spgf avbl). Please add the dog to your booking for the one time 35 $.

30 May – 6 Jun

£92 per night
Guest favourite

Guest house in Springfield

4.86 out of 5 average rating, 321 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

4–11 Jun

£82 per night
Guest favourite

Flat in Bellows Falls

4.95 out of 5 average rating, 180 reviews

Village Flat with Antique Billiards

Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

5–12 Jan

£142 per night

Popular amenities for Springfield holiday rentals

Stay near Springfield's top sights

Black Rock Steakhouse24 locals recommend
Springfield Cinemas 39 locals recommend
Springfield Royal Diner6 locals recommend
Shaw's8 locals recommend
Riverside Restaurant3 locals recommend
The Sumner House3 locals recommend

Other great holiday rentals in Springfield

Superhost

Apartment in Ludlow

4.92 out of 5 average rating, 116 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

22–29 May

£101 per night
Superhost

Flat in Town of Rockingham

4.82 out of 5 average rating, 158 reviews

Apartment on Main Street

13–20 Sept

£84 per night
Guest favourite

Cabin in Marlow

4.98 out of 5 average rating, 104 reviews

The Birches Cabin, at home in the woods!

23–30 Aug

£114 per night
Superhost

Apartment in Ludlow

4.83 out of 5 average rating, 104 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

16–23 Jul

£99 per night
Guest favourite

Flat in Londonderry

4.94 out of 5 average rating, 329 reviews

Cozy Suite in a Historic Building Near Ski Resorts

6–13 May

£103 per night
Guest favourite

Flat in Chester

4.92 out of 5 average rating, 124 reviews

Lovely 2 Bedroom Apartment w/deck & pond view

22–29 Oct

£169 per night
Guest favourite

Place to stay in Town of Rockingham

4.92 out of 5 average rating, 61 reviews

Romantically cheerful one-bedroom suite

24–31 May

£82 per night
Guest favourite

Home in Springfield

4.98 out of 5 average rating, 58 reviews

Luxury Mid-Century Modern Vermont Home, Okemo View

24 Apr – 1 May

£423 per night
Guest favourite

Farm stay in Baltimore

4.93 out of 5 average rating, 94 reviews

Hawk Mtn Farm's lovely one bedroom apartment!

9–16 Apr

£101 per night
Guest favourite

Tiny home in Chester

5.0 out of 5 average rating, 18 reviews

Zen of the Woods Tiny Cabin in Okemo Valley

11–18 Jun

£176 per night
Guest favourite

Farm stay in Chester

4.97 out of 5 average rating, 37 reviews

Rivers Edge Farm’s Cozy Cabin

5–10 Jul

£85 per night
Guest favourite

Holiday home in Town of Rockingham

4.96 out of 5 average rating, 51 reviews

Cozy studio at Leslie's Tavern in Rockingham

13–20 Jul

£134 per night

Quick stats about holiday rentals in Springfield

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.4K reviews

Nightly prices starting at

£40 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Springfield